Philadelphia Vacations from $288

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Your Philadelphia Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Philadelphia vacation package. Book a hotel in Great Bend, which is good for camping, families and views. Need some sightseeing ideas for your trip to Philadelphia? Indian River Theatre and Otter Creek WInery are two major attractions here. Expedia can help you escape the everyday. Tailor your vacation to Philadelphia to match your travel style, whatever that may be.

The Latest Philadelphia vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Watertown Fort Drum

Days Inn by Wyndham Watertown Fort Drum

2 out of 5
Price was $303, price is now $288 per person
$288
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Watertown (ART)
8.6/10 Excellent! (1,001 reviews)
The continental breakfast was not good. No orange juice, coffee was mediocre, no fruit, no yogurt, stale cereal. The smoke/CO2 alarm kept blinking, which was distracting when trying to sleep.

Reviewed on Aug 17, 2025

Thousand Island Hart House

Thousand Island Hart House

2 out of 5
Price was $486, price is now $452 per person
$452
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Watertown (ART)
10/10 Exceptional! (11 reviews)
The Hart Hotel was perfect for us. We wanted a relaxing stay while visiting the Thousand Islands for the first time. The proprietor, Jamie, gave us a few recommendations on places to go. Everything he pointed us to was exactly what we needed...and didn't even know it. His recommendations on dining, places to see, things to do and when to do them worked out perfectly. The rooms were quiet. The prepared breakfast was exquisite. The house and property were perfect for getting away from it all. Thanks Jamie. We'll see you again soon. We're sending parents your way too.

Reviewed on Aug 11, 2025

The Roxy Cape Vincent

The Roxy Cape Vincent

2 out of 5
Price was $411, price is now $386 per person
$386
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Watertown (ART)
8.8/10 Excellent! (29 reviews)
Nice historic building. lots to do near by

Reviewed on Aug 3, 2025

Comfort Inn & Suites Watertown - 1000 Islands

Comfort Inn & Suites Watertown - 1000 Islands

2.5 out of 5
Price was $319, price is now $302 per person
$302
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Watertown (ART)
8.4/10 Very Good! (1,009 reviews)
Great King Sweet with lots of room for me to get work done.

Reviewed on Aug 18, 2025

Pleasant Night Inn

Pleasant Night Inn

2 out of 5
West Carthage
Price was $302, price is now $289 per person
$289
per person
Oct 3 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Watertown (ART)
7.6/10 Good! (198 reviews)
The toilet hadn't been flushed. The shower wasn't clean. There was dirt on the bathroom floor.

Reviewed on Aug 11, 2025

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Discover the most popular places to visit in Philadelphia

Otter Creek WInery

You can enjoy a tasting or tour at Otter Creek WInery during your travels to Philadelphia. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Otter Creek WInery

Philadelphia Hotel Deals

Ramada by Wyndham Watertown/Thousand Islands NY

Ramada by Wyndham Watertown/Thousand Islands NY

2.5 out of 5
21000 NY State Rt 3, Watertown, NY
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Sep 2 to Sep 3
$80 total
Sep 2 - Sep 3
Total includes taxes and fees
7.8/10 Good! (1,027 reviews)
"All looks good. Looks clean."

Reviewed on Aug 18, 2025

Ramada by Wyndham Watertown/Thousand Islands NY
Bonnie Castle Resort & Marina

Bonnie Castle Resort & Marina

3 out of 5
31 Holland Street, Alexandria Bay, NY
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $133 total per night from Sep 14 to Sep 15
$133 total
Sep 14 - Sep 15
Total includes taxes and fees
6.8/10 (1,004 reviews)
"The parking lot wasn't well lit in areas. Definitely a unique layout for the space. Would recommend updated lock features. Haven't been to a hotel in decades that uses a key anymore. Overall, very clean, though oddly the hallway to our room and even the room itself for a bit had an odd odor best ..."

Reviewed on Aug 18, 2025

Bonnie Castle Resort & Marina
Comfort Inn & Suites Watertown - 1000 Islands

Comfort Inn & Suites Watertown - 1000 Islands

2.5 out of 5
110 Commerce Park Drive, Watertown, NY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $118 total per night from Aug 26 to Aug 27
$118 total
Aug 26 - Aug 27
Total includes taxes and fees
8.4/10 Very Good! (1,008 reviews)
"Friendly staff, clean spacious room, conveniently located"

Reviewed on Aug 17, 2025

Comfort Inn & Suites Watertown - 1000 Islands
See all 408 properties in Philadelphia
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

How much does a Philadelphia vacation package cost?
You can grab a vacation package to this destination from $288 on Expedia. But how much your vacation to Philadelphia costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Philadelphia?
You can typically find lower rates and greater availability in November, December and January. Check out our cheap Philadelphia vacation packages and you could land some excellent off-season deals.
How many days is enough for Philadelphia?
With a well-organized itinerary, you can easily tick off the most popular Philadelphia sights in a few days. But if you'd like to discover hidden spots or take day trips, consider booking your Philadelphia vacation for longer.
How to find the best Philadelphia package deals?
Finding a cheap Philadelphia package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Philadelphia package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Philadelphia vacation as a package?
You can enjoy significant savings on your Philadelphia getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Philadelphia?
If you have your Philadelphia travel dates finalized, book as soon as you can to snap up some awesome deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Philadelphia vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Philadelphia vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.